Holiday houses in The Meadows

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Top-rated holiday rentals in The Meadows

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
An outdoor area features a heated pool surrounded by a spacious deck. Lounge chairs are positioned nearby for relaxation, and a dining set offers seating for outdoor meals. A screened enclosure provides protection from insects while allowing natural light to filter through.
Home in Glen Oaks
4.93 out of 5 average rating, 122 reviews

Heated 3BR Pool Home Glen Oaks | Close to Downtown

Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164

Top Guest favourite
Bungalow in Sarasota
4.91 out of 5 average rating, 373 reviews

Pool & fenced-in yard in downtown edge bungalow

MESSAGE ME FOR DAYS YOU DONT C. This 2 bed-2 bath house is a homey Florida bungalow with wood floors & natural light in a quiet neighborhood on the downtown core edge. Spacious and private fenced-in backyard with pool, covered grill and eating area. Minutes away from the Legacy Trail, the Bay Park, Payne Park, dining, live music, bars, theatres, comedy, opera house, performance venues, comedy club, antiquing, kayak launches, tennis and basketball courts, farmer's market, shopping and more.

Top Guest favourite
The exterior of a modern two-story condo building is displayed, featuring light blue siding and white accents. Paved pathways lead to individual garages, bordered by neatly manicured landscaping. A clear sky with a few clouds is visible above, enhancing the bright and inviting appearance of the area.
Townhouse in Sarasota
5 out of 5 average rating, 8 reviews

Sunny Retreat at Sienna Park: Family Gateway

Discover your family getaway at this stylish 2-bedroom, 2-bath condo in the heart of Sarasota. Perfectly located just minutes from beautiful beaches, shopping, and dining, this modern home offers a serene atmosphere for relaxation. Enjoy a fully equipped kitchen, cozy living space, and all the essential amenities for a comfortable stay. Ideal for families seeking both tranquility and convenience, your oasis at Sienna Park awaits. Book now and create unforgettable memories in sunny Sarasota!

Top Guest favourite
A paved driveway curves through a lush landscape, leading to a single-story building surrounded by mature trees. The property is nestled within a private, green environment, displaying ample outdoor space and shaded areas created by large oaks.
Guest suite in Sarasota
4.89 out of 5 average rating, 356 reviews

I -75 exit 210 5 minute private sleeps 2 no pets

Off I-75 exit 210. one bedroom apartment tucked away on 5 acres Sarasota. 5 minutes off I -75 in a private neighborhood 8 minutes from restaurants and shops at University Town Center and 20-30 mins from Siesta Key and Lido Beach. Has 1 bedroom, 1 bath apartment has a queen size bed. Living room with love seat, TV. Equipped with a refrigerator, double burner cook top, coffee pot, toaster, and microwave.The apartment also has a washer and dryer and a carport for parking No pets!

Top Guest favourite
Guest suite in Sarasota
4.94 out of 5 average rating, 278 reviews

MG Tropical Stay. Fully private, no shared spaces

Welcome to your modern Sarasota Guest Suite – Adults Only, Private & Peaceful 🌞 Remodeled on January 26, 2026, this private suite offers a separate entrance and parking for two cars. Enjoy a cozy queen bed, full bathroom, and a kitchenette with microwave, mini‑fridge, coffee maker, and more. Relax on your private patio with a solar shower. Stay cool with a quiet mini‑split A/C. We provide beach essentials: umbrella, chairs, cooler, and towels—perfect for your Sarasota beach days 🌴

Guest favourite
A modern living area features a gray sectional sofa with white throw pillows, positioned next to a light area rug. A sleek coffee table holds a yellow tray, and a round mirror is mounted on the wall above. Green plants add a touch of nature, enhancing the space.
Home in Sarasota
4.91 out of 5 average rating, 284 reviews

Cozy Getaway Home in Sarasota Near Beaches & More!

Escape to our peaceful home in Sarasota. Conveniently situated near our famous beaches, UTC, Benderson Park, downtown, and only within a mile of grocery stores and other shops. Enjoy outdoor moments on the patio and spacious yard. Modern amenities include high-speed internet, smart TVs, and a well-equipped updated kitchen and workspace. Washer/dryer on-site as well. Your gateway to relaxation and Sarasota's charm awaits! Please reach out if you have any further questions.

Guest favourite
A screened patio features a spacious pool, surrounded by a well-maintained outdoor area. Comfortable lounge chairs are positioned along the poolside, with a view of the landscaped yard beyond. Clear skies and sunlight create a bright, inviting atmosphere for relaxation.
Home in Sarasota
4.96 out of 5 average rating, 28 reviews

Warm&Private 3BD 2BA Heated Pool

Welcome to Sarasota, this cozy three-bedroom, single-story house with a screened heated pool. The house is centrally located close to restaurants and stores and just a short drive from a beach. While you can also enjoy lots of privacy in a small, quiet community, this house is the perfect getaway for families, students, couples, and traveling nurses. Please note that the house is owner-operated, so lots of attention to service and guests are guaranteed.

Guest favourite
A charming 1920s cottage is set in a lush green landscape, accentuated by carefully arranged flowerbeds. The light yellow exterior is complemented by a white porch and a metal roof. The surrounding trees provide shade, creating a peaceful and inviting outdoor space.
Home in Sarasota
4.97 out of 5 average rating, 125 reviews

Bright & Peaceful 1920s Cottage: Close to UTC!

Experience the timeless charm of this 1920s beautifully preserved cottage – where original details meet modern comforts. A bright & peaceful property nestled on half an acre with plenty of space to spread out, natural light that pours into every room, & a private fenced in yard - it's an ideal spot to entertain AND unwind. Whether you are headed to the beach, Benderson Park, Downtown or UTC mall, this neighborhood is central to anything you'll need!

Superhost
A spacious dining area is visible alongside a living room, featuring a round wooden table with upholstered chairs. A decorative bowl sits at the center of the table. Natural light floods the space through sliding glass doors leading to the outdoor patio, enhancing the bright and open atmosphere.
Apartment in The Meadows
5 out of 5 average rating, 3 reviews

Beautiful Condo with golf view

Turnkey furnished condo 2 bed/2 bath w/FABULOUS GOLF COURSE & LAKE VIEW. Close to dining, shopping, entertainment, downtown Sarasota & beautiful beaches. Lovely tile floors. Designed and furnished w/your comfort in mind. You will truly enjoy your vacation in paradise. The heated Community pool is across the street. HIGH SEASON = DEC–APR: $4,500/m LOW SEASON = MAY–NOV: $2,800/m In High season, a 3 month minimum stay is required. NO Smoking.

Top Guest favourite
A covered patio area features modern wicker furniture with white cushions, positioned around a glass coffee table. The inviting space overlooks a pristine pool, surrounded by a protective screen. Lush greenery is visible in the background, enhancing the tranquil setting.
Home in Sarasota
4.95 out of 5 average rating, 124 reviews

Luxury Family Pool Home Near Siesta Beach

Prepare to be enchanted by your new sanctuary! Immerse yourself in luxury at this spacious and bright pool home, recently renovated to perfection. Located on a peaceful street, it strikes the perfect balance between tranquility and convenience, with easy access to Sarasota's finest attractions. Unwind at Siesta Key Beach, indulge in downtown's culinary delights and shopping, and explore the famous Fresh Fish Waltz Market—all just minutes away!

Top Guest favourite
A spacious living area features a large modular sectional sofa adorned with soft pillows. A natural wood coffee table sits in the center, holding decorative items. Bright light filters through two windows, complemented by minimalist wall art and a potted plant in the corner.
Guesthouse in Sarasota
5 out of 5 average rating, 30 reviews

Coastal Hideaway: 2/1 guest house close to UTC!

A coastal retreat in a tranquil country setting just minutes from UTC’s dining, shopping, and Nathan Benderson Park. I-75 is under 3 miles away, with Siesta Key and Lido Beach within 40 minutes. Enjoy a full kitchen, 2 king bedrooms, a spacious bath with double vanity, high-speed Starlink internet, a fire pit, and beach gear. Unwind on the private patio, and bring your pet—this getaway is pet-friendly!

Top Guest favourite
A private pool area is showcased within a screened enclosure, featuring clear waters and sun loungers. Colorful umbrellas in red and green provide shade, while tall palm plants are arranged around the space. The adjacent home showcases large windows, offering views of the inviting outdoor area.
Home in Arlington Park
5 out of 5 average rating, 15 reviews

Sarasota's Luxury Oasis

Stay in comfort and style at this centrally located home just minutes from Siesta Key, downtown, and Sarasota’s best restaurants. Enjoy your own private pool, spa, and thoughtfully designed interiors. Whether you're traveling as a couple, family, or group of friends, this is the perfect spot to relax, reconnect, and explore everything Sarasota has to offer. Walk to parks, local cafes, and more!

Popular amenities for The Meadows holiday rentals

When is the best time to visit The Meadows?

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Avg. price$172 AUD$182 AUD$180 AUD$114 AUD$96 AUD$107 AUD$109 AUD$106 AUD$107 AUD$100 AUD$119 AUD$119 AUD
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Frequently Asked Questions

  • Are there The Meadows vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in The Meadows, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there vacation rentals with a dedicated workspace in The Meadows?

    Yes! Work meets play with ease at over 30 vacation rentals in The Meadows featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in The Meadows?

    Four-legged friends are welcome in The Meadows. Choose from more than 10 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in condo rentals in The Meadows?

    Experience the best of The Meadows with our condo rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in The Meadows have wifi?

    Absolutely! We offer over 10 house rentals with wifi in The Meadows. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in The Meadows?

    The Meadows has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in The Meadows

  • Total holiday rentals

    Explore 50 holiday rentals in The Meadows

  • Nightly prices starting at

    The Meadows holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 200 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of The Meadows holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across The Meadows rentals

  • 4.9 Average rating

    The Meadows stays are highly rated by guests—averaging 4.9 out of 5!

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